Tuscany Tours and Trips 2024/2025

Whether you’re going for the superbly crafted fine wines of Tuscan vineyards or the incomparable renaissance art of Florence, a  Tuscany tour is cultural awakening. The region is found on Italy’s west coast and is greeted by the Tyrrhenian sea. One of Italy’s most popular tourist regions, the many faces of Tuscany create an authentic taste of what makes Italy such a fascinating travel destination. 

26 Trips in Tuscany with 132 Reviews

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Small Group Brunello Wine Tour from Siena

of 1 review
  • Free cancellation
  • Trip customizable
We had the most fantastic trip on our brunello wine tour. It was the best tour on our whole Italian
  • Tour Type Small Group Tour
  • Activities Wine tasting tours & Farm and plantation visits
  • Accommodation No Accommodation
  • Age Range 17-79 yrs
  • Operated in English
hours09 From US$ 193 View Tour
Next Departures
  • Apr 29
  • Apr 30
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Half-Day Guided Hike to Monteriggioni from Siena

of 1 review
  • Free cancellation
  • Trip customizable
4 hour countryside and village visits trip through Siena and Monteriggioni. Read More
  • Tour Type Small Group Tour
  • Activities Countryside and village visits & Trekking and Hiking +2 more
  • Accommodation No Accommodation
  • Age Range 5-79 yrs
  • Operated in English
hours04 From US$ 59 View Tour
Next Departures
  • Apr 29
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Small Group San Gimignano & Volterra Tour from Siena

  • Free cancellation
  • Trip customizable
8 hour cultural, religious and historic sites trip through Tuscany and Siena. Read More
  • Tour Type Small Group Tour
  • Activities Cultural, religious and historic sites & Art and architecture +3 more
  • Accommodation No Accommodation
  • Age Range 5-79 yrs
  • Operated in English
hours08 From US$ 193 View Tour
Next Departures
  • Apr 30
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Small Group Pienza & Montepulciano Tour from Siena

  • Free cancellation
  • Trip customizable
8 hour cultural, religious and historic sites tour in Siena. Read More
  • Tour Type Small Group Tour
  • Activities Cultural, religious and historic sites & Farm and plantation visits +1 more
  • Accommodation No Accommodation
  • Age Range 5-79 yrs
  • Operated in English
hours08 From US$ 193 View Tour
Next Departures
  • Apr 29
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Via Francigena: Lucca to Siena

of 1 review
  • Best price guaranteed
  • No booking fees
This was an absolutely wonderful trip. The organisation was excellent, accommodation much better tha ...
  • Tour Type Private Tour
  • Activities Trekking and Hiking
  • Accommodation Hotel
  • Transport Train
  • Age Range 18-99 yrs
  • Operated in English
days08 From US$ 1,190 View Tour
Next Departures
  • Apr 30 10+ seats left
Skip the queue Add to your Tour Wish List

Guided Walking Tour of Siena with Cathedral

  • Free cancellation
  • Best price guaranteed
1 hour walking tour in Siena. Read More
  • Tour Type Group Tour
  • Activities Walking tours
  • Accommodation No Accommodation
  • Age Range 1-99 yrs
  • Operated in English, Italian
hours01 From US$ 43 View Tour
Next Departures
  • Apr 29
  • Apr 30
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San Gimignano, Siena & Chianti from Florence

  • Free cancellation
  • Best price guaranteed
11 hour wine tasting trip through Tuscany and Florence. Read More
  • Tour Type Group Tour
  • Activities Wine tasting tours & Countryside and village visits +2 more
  • Accommodation No Accommodation
  • Age Range 1-99 yrs
  • Operated in English, Italian, Portuguese, Spanish
hours11 From US$ 64 View Tour
Next Departures
  • Apr 30
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Small Group Chianti and Castles Wine Tour from Siena

  • Free cancellation
  • Trip customizable
8 hour farm and plantation visits trip through Chianti and Siena. Read More
  • Tour Type Small Group Tour
  • Activities Farm and plantation visits & Wine tasting tours
  • Accommodation No Accommodation
  • Age Range 5-79 yrs
  • Operated in English
hours08 From US$ 193 View Tour
Next Departures
  • Apr 29
Skip the queue Add to your Tour Wish List

Siena City & Duomo Walking Tour

  • Free cancellation
  • Trip customizable
2 hour walking trip in Siena. Read More
  • Tour Type Group Tour
  • Activities Walking tours
  • Accommodation No Accommodation
  • Age Range 2-79 yrs
  • Operated in English
hours02 From US$ 43 View Tour
Next Departures
  • Apr 29
  • Apr 30
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Via Francigena: Southern Tuscany from Siena

of 2 reviews
  • Best price guaranteed
  • No booking fees
As a travel writer who has had too much of being met and taken everywhere I go, the chance to
  • Tour Type Private Tour
  • Activities Trekking and Hiking
  • Accommodation Hotel
  • Age Range 18-99 yrs
  • Operated in English
days08 From US$ 1,150 View Tour
Next Departures
  • Apr 30 10+ seats left
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Via Francigena: Pontremoli to Lucca

of 1 review
  • Best price guaranteed
  • No booking fees
8 day trekking and hiking trip through Tuscany, Filetto, Aulla and 6 other destinations in Italy. Read More
  • Tour Type Private Tour
  • Activities Trekking and Hiking
  • Accommodation Hotel
  • Transport Bus
  • Age Range 18-99 yrs
  • Operated in English
days08 From US$ 1,140 View Tour
Next Departures
  • Apr 30 10+ seats left
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Tuscany Cycle for Families

  • Best price guaranteed
  • No booking fees
8 day bicycle trip in Italy, visiting San Giuliano Terme, Lucca and Vinci. Read More
  • Tour Type Private Tour
  • Activities Bicycle tours & Family
  • Accommodation Hotel & Villa
  • Transport Train & Bus
  • Age Range 18-99 yrs
  • Operated in English
days08 From US$ 1,390 View Tour
Next Departures
  • Apr 30 10+ seats left
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Via Francigena: Walk from Lucca to Siena

of 1 review
  • Trip customizable
  • Best price guaranteed
8 day trekking and hiking tour through Lucca, Altopascio, San Miniato Alto and 4 other destinations in Italy. Read More
  • Tour Type Private Tour
  • Activities Trekking and Hiking & Walking tours +3 more
  • Accommodation Hotel & Hostel
  • Transport Private Vehicle
  • Age Range 18-99 yrs
  • Operated in English
days08 From US$ 631 View Tour
Next Departures
  • Apr 29
  • Apr 30
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Via Francigena: Best of Tuscany

  • Best price guaranteed
  • No booking fees
9 day trekking and hiking tour through San Miniato Alto, Gambassi Terme, San Gimignano and 6 other destinations in Italy. Read More
  • Tour Type Private Tour
  • Activities Trekking and Hiking
  • Accommodation Hotel
  • Age Range 18-99 yrs
  • Operated in English
days09 From US$ 1,290 View Tour
Next Departures
  • Apr 30 10+ seats left
Showing 1 - 14 of 26 results
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Tuscany Tour Reviews

5 - Excellent
Based on 132 customer reviews
Cycle Tuscany and Chianti
5 - Excellent
  • Anonymous
“A spectacular cycling trip with a 'wow' at every turn and summit. It blends fantastic scenery with exactly the right amount of culture which a cycling holiday in this region rightly deserves. The food and wine are likewise to the exquisite standard you would expect;so don't go in the hope of loosing weight.”
Tuscany in September
5 - Excellent
  • Anonymous
“I went to a lovely holiday in Tuscany this September. The farmhouse/ BB was lovely and the food was great. The weather on one of the walks was fierce one day: really strong storm ( Fhn)/ hail/ rain.. We had to return to base and explored the area closer to home.The superb knowledge of the local area of our guide Sara allowed us to have great walks on the right side of the mountains for the rest of the week! It is a beautiful place Our Italian taxi driver family spoke English with the broadest Glasgow accent! I went to Lucca on the day off and it is really amazing- the local city tour guide was really good! I will certainly come back to Garfagnana - and will try to learn a bit Italian first!”
Exploring Italy through this trip was an unforgettable experience
5 - Excellent
  • Jimmy
“Exploring Italy through this trip was an unforgettable experience! It allowed us to see all the iconic landmarks in each city we visited, offering a remarkable variety of activities that left no room for boredom. What made the journey even more exceptional were the guides - their passion for the country, combined with their extensive knowledge, made the trip truly unforgettable. They made it a priority to connect with each and every traveler, ensuring that everyone was fully immersed in the tour. With everything taken care of, this trip exceeded our expectations and more. I highly recommend it to anyone who wants to discover Italy in the best possible way!”

Tuscany - Tour Highlights and Travel Tips

Travel Highlights

  • Wine lovers should head to Chianti, the birthplace of internationally renowned red wines.
  • Florence’s Galleria degli Uffizi is home to the biggest collection of renaissance art in the world. Even the Palazzo that houses the galleria is a masterpiece.
  • An iconic building of Tuscany is Florence’s Duomo, which took nearly 150 years to build.
  • The infamous Leaning Tower of Pisa needs no explanation, but does need to be witnessed.
  • The beaches of Viareggio are within an hour of Florence, Pisa, Livorno and Lucca.
  • Drive through the Crete Senesi and visit the renaissance city of Pienza.

Travel Tips

  • Driving is a great way to explore Tuscany, but beware of the lax approach to road rules in Italy.
  • The Firenze Card is a 72 hour tourist card for Florence covering attractions, public transport and even lets you skip queues.
  • Get ready to walk in Florence as most of the historic center is off-limits to cars, but the city is smaller than expected and very pedestrian friendly.
  • The markets of Tuscany offer some of the best places to shop. Leather goods and souvenirs are a fraction of the price than what you’ll find in a boutique.
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